111097-47-3

Basic information

• Product Name: Pyrimidine, 2-(3-butynyloxy)- (9CI)
• Synonyms: Pyrimidine, 2-(3-butynyloxy)- (9CI)
• CAS NO: 111097-47-3
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.16192
• Product Categories: PYRIMIDINE
• Mol File: 111097-47-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrimidine, 2-(3-butynyloxy)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrimidine, 2-(3-butynyloxy)- (9CI)(111097-47-3)
• EPA Substance Registry System: Pyrimidine, 2-(3-butynyloxy)- (9CI)(111097-47-3)

Safety Data

• Hazardous Substances Data: 111097-47-3(Hazardous Substances Data)

Upstream product

• 1722-12-9 2-chloropyrimidine 
• 927-74-2 3-Butyn-1-ol 

Downstream Products

• 1031849-56-5 5-bromo-4-(trimethylsilyl)-2,3-dihydrofuro[2,3-b]pyridine 

Relevant articles and documents

Intramolecular Inverse Electron-Demand [4 + 2] Cycloadditions of Ynamides with Pyrimidines: Scope and Density Functional Theory Insights

4-Aminopyridines are valuable scaffolds for the chemical industry in general, from life sciences to catalysis. We report herein a collection of structurally diverse polycyclic fused and spiro-4-aminopyridines that are prepared in only three steps from commercially available pyrimidines. The key step of this short sequence is a [4 + 2]/retro-[4 + 2] cycloaddition between a pyrimidine and an ynamide, which constitutes the first examples of ynamides behaving as electron-rich dienophiles in [4 + 2] cycloaddition reactions. In addition, running the ihDA/rDA reaction in continuous mode in superheated toluene, to overcome the limited scalability of MW reactions, results in a notable production increase compared to batch mode. Finally, density functional theory investigations shed light on the energetic and geometric requirements of the different steps of the ihDA/rDA sequence.

TRICYCLIC COMPOUND AND MEDICAL USE THEREOF

The present invention provides a compound represented by the formula wherein R1 is a hydrocarbon group optionally having substituent(s), amino optionally having substituent(s), hydroxy optionally having a substituent or a heterocyclic group optionally having substituent(s), R2 is a hydrogen atom or a hydrocarbon group optionally having substituent(s), R3 is a hydrogen atom, a halogen atom, a hydrocarbon group optionally having substituent(s), amino optionally having substituent(s), hydroxy optionally having a substituent or mercapto optionally having a substituent, Xa to Xe are each a carbon atom or a nitrogen atom, m is 0 to 2, and ring A to ring C are each a ring optionally having substituent(s), or a salt thereof, which is useful as an agent for the prophylaxis or treatment of a disease relating to an action of melatonin, and the like.

NOVEL INTRAMOLECULAR DIELS-ALDER REACTIONS OF PYRIMIDINES. SYNTHESIS OF HETEROCYCLIC ANNELATED PYRIDINES

Pyrimidines carrying a dienophilic side-chain at the 2 or 5 position undergo intramolecular Diels-Adler reactions to give heterocyclic annelated pyridines